Bed and breakfast vacation rentals in Lake View, Chicago

Find and book unique bed and breakfast rentals on Airbnb

Top-rated bed and breakfast rentals in Lake View, Chicago

Guests agree: these bed and breakfast rentals are highly rated for location, cleanliness, and more.

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Private room in Edgewater

4.82 out of 5 average rating, 28 reviews

House 5863 Bed and Breakfast Room 1

Room 1 Features: King bed In-suite bath Flat-screen television w/ free cable Wireless internet Ceiling Fan Alarm clock Bathrobes All Rooms include Central Heat/ Air Conditioning This is the owner's favorite room as it has a large bay window that overlooks the park across the street from the bed & breakfast. The room is adjacent to the common living area. * All guests must be fully vaccinated for Covid-19 and at least 2 weeks after 2nd shot. * City of Chicago Bed and Breakfast License Number #2207267

Top guest favorite

Private room in Hyde Park

4.99 out of 5 average rating, 109 reviews

Lovely UofC Prof mansion great on campus location

No closer accommodation to U of C anywhere. Large light filled bedrooms, private bathrooms, huge balcony in 4 story light filled home on sought after University of Chicago campus. Two blocks from the University, four blocks from Lab school. Short walk to train to downtown, beach, bike path, Science and Industry Museum and lakefront. A rare, privately owned home in the heart of campus. See all five rooms available in our lovely bed and breakfast here:https://airbnb.com/users/143937691/listings

Guest favorite

Private room in Wilmette

4.94 out of 5 average rating, 254 reviews

(BR#1) Welcoming, warm & comfortable, 3 guests

Welcoming, warm & comfortable home, BR#1 for up to 3 guests. (LISTING #1 OF 3; see other listings for additional space.) Located close to Hwy 94. 10 miles from Chicago, close to beach & Wilmette, Evanston, Glenview, Skokie. You're welcome to use all the facilities - kitchen, bathrooms, TV, hi-speed Wifi, laundry & parking. Make your breakfast with supplied basics such as cereal, eggs, juice, tea & coffee. Really friendly small Yorkie-poo dog in the home. Meaningful conversation (if you want it).

Top guest favorite

Private room in East Pilsen

5 out of 5 average rating, 113 reviews

Urban Oasis Pilsen - guest room in townhouse

Experience the charm of Pilsen, one of Chicago's trendiest neighborhoods. Your private bedroom features a queen-size bed and an en-suite bathroom with a tub/shower. The room includes a small desk, ample storage space, and a TV with streaming services. Triple-paned windows provide plenty of natural light while minimizing noise from the nearby I-90/94 freeway. The room is located on the third floor (40 steps)! The second floor offers access to the kitchen, living room, TV den, and balcony.

Top guest favorite

Private room in Andersonville

4.95 out of 5 average rating, 257 reviews

Great Edgewater/Andersonville private suite

1904 Greystone 2-Flat gut rehabbed into Single Family Home: Loft style w/ exposed brick & duct work. Private guest suite (w/ separate entrance) that sleeps 2-4 persons, There is a King bed in the private bedroom & queen tempurpedic topped sofa sleeper in the private living area, wet bar w/ mini fridge, Keurig coffee maker, sink and microwave, 2 flat screens TVs, private bath, piano, and use of the backyard garden. Also, the main house Kitchen/Living Rm are available to use upon request

Private room in Lake View

4.8 out of 5 average rating, 5 reviews

Four bedroom apartment

Located in the middle of Chicago's Iconic Boystown in the Lakeview neighborhood, this four bedroom (2 queen beds, 2 full) two bathroom can sleep eight people in the four rooms and two people on a pull out sofa. There is a full kitchen, small washer and dryer, wifi, and a couple of small eating areas. This room is on the third floor and does not have an elevator. Continental breakfast is included at the neighboring property. Please note some rooms can be loud due to street noise.

Private room in Westmont

3.33 out of 5 average rating, 3 reviews

King Bed with Jet Tub

Unwind in the king bed jacuzzi suite, perfect for a romantic escape or a relaxing pitstop. This spacious room features a king-size bed, a private in-room jacuzzi tub, tub shower with products, microwave, mini refrigerator, and TV. The amenities include complimentary breakfast, an indoor pool, and access to the courtyard. There is coffee in the lobby 24/7 and breakfast is available from 6AM-9AM on weekdays and 7AM-10AM on weekends. The indoor pool is open from 12PM-9PM.

Private room in Lake View

4.85 out of 5 average rating, 355 reviews

Large private room w/ shared bathroom in Boystown!

Located in the middle of the vibrant Boystown community, we are located close to many bars and restaurants, a 10 minute walk to Wrigley Field, and close to make public transit spots to get anywhere. This Bed and Breakfast offers a continental breakfast each morning, smart tvs in each room and free wifi. Parking permits for the surrounding area. Free bag drop off Room service and Cubs Game and Concert Day Specials provided to our guest next door at Big Gay Sal's

Guest favorite

Private room in East Rogers Park

4.81 out of 5 average rating, 344 reviews

Loft Style Private Apt 2 (1 Room- 420 Friendly)

Please do not book unless you read the entire listing, including all house rules & amenities. No refunds will be given if you book without first reading the house rules :-). Near Loyola University. 420 friendly environment. No Cleaning Fee, Full Kitchen, Living Room, 1 Shared Bathroom, Internet, Heat, Air Conditioning Redline, CTA, Beach, Groceries, Yoga, Gym, Movie Theater, Multiple Bars & Diverse Cuisine within 5-15 min walking

Guest favorite

Private room in Lake View

4.9 out of 5 average rating, 346 reviews

SuperHost with Private bedroom/bath/entry Lakeview

Fun, vibrant residential neighborhood surrounded by bars, theaters, coffee shops, restaurants and boutiques. Private access, use of entire level including bright spacious family room. Located minutes from bus, DIVVY bikes, and "el" (2 blocks), Wrigley Field (6 blocks) and 1.5 miles to Lake Michigan. Walk Approximately 20 minutes by train to the downtown area or central city "Loop."

Private room in Bronzeville

4.9 out of 5 average rating, 20 reviews

Villa Dubois Guest House Room 1

Villa Dubois Guest House is great for couples, solo adventurers, and business travelers. Experience the comfortable and casual vibe, just minutes away from local restaurants, downtown, public transit (both bus and train), Divvy Bike Stations, and McCormick Convention Center. Room 1 is a private room with shared bathroom for up to 2 guests. It is one of our largest and brightest room.

Guest favorite

Private room in Norwood Park

4.77 out of 5 average rating, 318 reviews

Chicago River Room near USMLE

R+ My other listings can be found through my profile page. 7 minutes to O'Hare Airport See below for details. Highway entrance 1 block away, so you can easily drive anywhere. Walking distance to pharmacy, shopping mall (including grocery store), health club, train station, restaurants and a library. 0.6 miles to Harlem Blue Line. Prices are subject to change.

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What guests are saying

House 5863 Bed and Breakfast Room 5

5 out of 5 average rating, 19 reviews30 months ago

Spacious and welcoming, this spot is sure to make you feel at home. Close to plenty of buses and the red line, 5863 features lovely touches that add up to a wonderful experience. With a charming host and rooms that are bright, uncluttered, and colorful, I’ll definitely be back!

Private room in Edgewater

What guests are saying

Private room with private entrance in Boystown

4.85 out of 5 average rating, 328 reviews2 months ago

Wonderful host and a perfect spot for boys town! The house is tucked back in a block of buildings and within walking distance to everything in the area. I stayed in the private room with a private entrance off to the side with a quick duck under the porch (maybe 5ft?). I enjoyed mingling with the other guests for weekend brunch and throughout the day. I felt safe and well-equip for a fantastic weekend and will definitely be back!

Private room in Lake View

What guests are saying

Cute room in downtown Boystown

4.77 out of 5 average rating, 367 reviews2 weeks ago

This was my fourth time staying eith ashley and brandon and their place ranks as my top stay in chicago the staff amenities and rooms are top notch and i reccomend them to anyone visiting this amazing city my fiance and i always look for ashley and brandons place for availability above any other air bnb and b@b in chicago if i can give them 20 stars i would

Private room in Lake View

What guests are saying

Queen Bed with Private Bathroom in Boystown

4.75 out of 5 average rating, 320 reviews3 weeks ago

Very peaceful for being in the city! The location is great, with a small garden that almost feels like another world, tucked in-between the other buildings on the street. A neighbor's cat even stopped by a few times to greet me as I was going in and out. Room was perfect for 1 and there was a lot to do within walking distance. Complimentary coffee was a nice treat.

Private room in Lake View

What guests are saying

Green Room in Dorothys BNB

4.33 out of 5 average rating, 9 reviews4 months ago

I was switching phones the week before my stay; the texts for check-in got lost, but everything got sorted out. After panicking at a rest stop in the middle-of-nowhere Indiana, I gave the registration form another try. I found it worked better on Chrome than Firefox. I should have double-checked at home before rushing to get on the road. By the time I got there, everything was fine, and I had a fantastic weekend!

Private room in Lake View

What guests are saying

Blue Room in Dorothy's BNB

4.2 out of 5 average rating, 5 reviews1 month ago

I had a nice stay. It’s an older building with lots of charm, the bathrooms & appliances are updated. The location is prime, right next to Big Sal’s pizza. Noise is to be expected, but it becomes ambient after a while. Linens & cookware are readily available. Cleaners come regularly.

Private room in Lake View

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